1. Available online www.jocpr.com
Journal of Chemical and Pharmaceutical Research, 2014, 6(5):1286-1294
Research Article
ISSN : 0975-7384
CODEN(USA) : JCPRC5
1286
Preparation, characterization, and antibacterial properties of mixed ligand
complexes of L-aspargine and sulfamethoxazole(antibiotic) with Mn(II),
Co(II), Ni(II), Cu(II), Zn(II), Cd(II) and Hg(II) ions
*Taghreed H. Al-Noor, **RaheemTaher Mahdi and ***Ahmed H. Ismael
Chemistry Department, Ibn -AI-Haithem College of Education, University of Baghdad, Iraq
Chemistry Department, College of Science, Al-Mustansiriyah University, Iraq
__________________________________________________________________________________________
ABSTRACT
The research includes the synthesis and identification of the mixed ligands complexes of M+2
ions in general
composition[M(Asn)2(SMX)] Where L- Aspargine (C4H8N2O3)symbolized (AsnH) as a primary ligand and
Sulfamethoxazole(C10H11N3O3S) symbolized (SMX) as a secondary ligand. The ligands and the metal chlorides
were brought in to reaction at room temperature in(v/v) ethanol /water as solvent containing NaOH. The reaction
required the following [(metal: 2(Na+
Asn-
): (SMX)] molar ratios with M(II) ions, Where: M(II)=Mn(II), Co(II),
Ni(II), Cu(II), Zn(II), Cd(II) and Hg(II). The UV–Vis and magnetic moment data revealed an octahedral geometry
around M(II), The conductivity data show a non-electrolytic nature of the complexes. The antimicrobial activities of
ligands and their mixed ligand complexes were screened by disc diffusion method.
Keywords: Sulfamethoxazole, L- Aspargine, Mixed ligand, Metal complexes, Antimicrobial activity.
__________________________________________________________________________________________
INTRODUCTION
Chemistry of drugs attracts many researchers because of its application in medicinal study. The metal complexes of
drugs play an important role in drug action and metabolism. Metal complexes are widely used in various fields, such
as biological processes, pharmaceuticals, separation techniques, analytical processes etc.Survey of literature reveals
that no systematic study of complexes of metal ion with antibacterial drugs and amino acids had been reported[1-
4].
Asparagine( figure 1- Formula 1) is one of the 20 most common natural amino acids. It has carboximide asthe side
chain's functional group. Its molecular formula is C4H8N2O3. The nervous system requires asparagine. It also plays
an important role in the synthesis of ammonia.[1-2]
During the recent years , there has been significant interest in the coordination chemistry , the structural properties
and the reactivity of metal complexes of amino acids .[3-.4]
Rey and Co-worker. [5]investigated the complexation equilibrium of L-Serine and L-Leucine with Ca(ll), Mg(ll),
Co(ll), Ni(ll), Cu(ll), Zn(ll),Cd(ll) and Pb(ll) at 25o
C, I=0.1M KNO3 in various ethanol-water media. The
equilibrium constants of the complexes formed were discussed in terms of the acid-base characteristics of the amino
acids and the properties of the cationsconcerned.[2-5].The derivatives of some amino acids function as drugs. L-
Levodopa, a laevorotatory isomer of 3-(3,4-dihyroxy phenyl)L-alanine, is well known for its involvement in
neurotransmission process and in the treatment of Parkinson‟s Disease.[6].Sulfamethoxazole (C10H11N3O3S)
(Systematic (IUPAC) name= 4-amino-N-(5-methylisoxazol-3-yl)-benzenesulfonamide( figure 1- Formula 2) is a
sulfonamide bacteriostatic antibiotic. A complex of sulfamethoxazole (SMX) and hydroxypropyl-β-cyclodextrin

2. Taghreed H. Al-Noor et al J. Chem. Pharm. Res., 2014, 6(5):1286-1294
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1287
(HP-β-CD) was developed and characterized in order to investigate their interactions in aqueous solution and the
solid state. [7]
Sulfamethoxazole (2) L-Aspargine(1)
Figure. 1
The synthesis, characterization and comparative biological study of a series of antibacterial
Mn(II),Co(II),Ni(II),Cu(II),Zn(II),Cd(II)and Hg(II)complexes with heterocyclic sulfamethoxazole and amino
acids(L-leucine) were reported. [8]Trimethoprim-sulfamethoxazole(TMP-SMX) has the most potent and reliable in
vitro activity
againstS. maltophilia[9,10].Co-trimoxazole exhibiting more than 90% susceptibility in vitrohence it remains the
most effective agent against S. maltophiliainfections, [9]. The mechanisms of resistance to TMP-SMX is not well
understood. These isolates were resistantin vitro to imipenem and aminoglycoside and β-lactam antibiotics [11].
Literature survey shows that no studies on the synthesis and characterization of mixed ligand complexes of L-
Aspargine and Sulfamethoxazole(antibiotic) have been reported. In this paper we present the synthesis and study of
Mn(II),Co(II),Ni(II),Cu(II),Zn(II),Cd(II) and Hg(II)complexes with amino acid (L-Aspargine) as a primary ligand
andSulfamethoxazole(antibiotic) as a secondary ligand.
EXPERIMENTAL SECTION
2.1. Materials and instruments
a-Allchemicals were purchased from Merck / Aldrich.The reagents were used without further purification .Double
distilled water was used. b- Instruments: FT-I.R spectra were recorded as KBr discs using Fourier transform Infrared
Spectrophotometer Shimadzu 24 FT-I.R 8400s. Electronic spectra of the prepared complexes were measured in the
region (200- 1100) nm for 10-3
M solutions in N, N-dimethylsulphoxide (DMSO) at 25ºC using shimadzu-U.V-
160.A UltraVioletVisible- Spectrophotometer with 1.000 ± 0.001 cm matched quartz cell. While percentage of the
metal in the complexes were determined by Atomic Absorption(A.A)Technique using Japan A.A-67GShimadzu.
Electrical conductivity measurements of the complexes were recorded at at room temperature for 10-3
M solutions of
the samples in (DMSO) using pw9527 Digital conductivity meter (Philips). Melting points were recorded by using
Stuart melting point apparatus.,Magnetic susceptibility measurements were measured using Bruker magnet BM6
instrument at 298°K following the Farady’s method. The proposed molecular structure of the complexes
weredrawing by using chem. office program, 3DX (2006).
2.2. Preparation of Complexes :
]. were prepared by the following general method2The complexes of the series [M (SMX) (Asn)
(A)potassiumasparginate (Na+
Asn-
):
The amino acid L- Asparagine monohydrate[0.34 gm,2 m mol] was dissolved in 10 ml H2O/ethanol (50%) mixture
containing KOH (0.112 g, 2 m mol) in a flask and stirred at room temperature (20 ºC), the solution was deprotonated
according to the Scheme (1).
NH2
CHC
H2
C
OH
O C NH2
O
+ 2KOH
NH2
CHC
H2
C
OK
O C NH2
O
+2H2O
1:1 H2O:C2H5OH
22
Scheme (1) : Schematic representation Preparation of the potassium asparaginate

3. Taghreed H. Al-Noor et al J. Chem. Pharm. Res., 2014, 6(5):1286-1294
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1288
(B) General method for Preparation of the mixed ligand metal (II) complexes:
A metal(II) chloride [(0.197g, MnCl2.4H2O, CoCl2.6H2O(0.237g,1mmol), NiCl2.6H2O (0.237g, 1mmol),
CuCl2.2H2O(0.176g, 1mmol), ZnCl2(0.136g, 1mmol), CdCl2 (0.183g, 1mmol), and (0.271g, 1mmol),
HgCl2(0.271g,1mmol)] dissolved in in ethanol: water (1:1) 25ml respectively was added gradually with stirring to
solution of potasiumasparginate (K+
Asn-
), (0.253gm ,1mmole) of Sulfamethoxazole (SMX) was added to the
mixture in each case by using stoichiometric amount [(1:2:1) [(metal: 2(K+
Asp-
): (SMX)] molar ratios, the above
reaction mixture to raise the pH upto ~6.0 and the mixture was stirred for (20 -30mint)at room temperature. After
one day a colored microcrystalline solid was obtained which was filtered and washed with ethanol. The solid was
recrystallized from a H2O/ethanol (50%) mixture. and dried in vacuum over anhydrous CaCl2.See Scheme (1). The
yields range from 65 to 90 %. The decomposition temperatures range from: 216-340 ºC.
The solubility of the metal complexes were tested using various polar solvents like water, methanol,ethanol,
acetone ,propanol ,DMF. DMSO andnonpolar solvents like benzene and di ethyl ether ,carbon tetrachloride.(10 mg
of metal complex was taken and dissolved into (1-2) ml of corresponding solvent and checked the solubility.
S
O
O
H
N
ON
H2N
MCl2
NH2
(S)
O
K O
S
O
O
NH
O
N
H2N
H2N
CH C
CH2
O
O
M
C
NH2
O
NH2
CH
CCH2
O
OC
H2N O
+1:1H2O:C2H5OH
+
M(II) = Mn(II),Co(II), Ni(II),Cu(II),Zn(II),Hg(II),and Cd(II)
2
Scheme (2) : Schematic representation Preparation of the Complexes,[M(Asn)2(SMX)] and Proposed structure for the complexes(3D)
RESULTS AND DISCUSSION
This study has provided an opportunity to compare the spectroscopic and other physical properties of all the
complexes by using data obtained under the similar set of experimental conditions.The metal (II) complexes (1–7)
were prepared in a stoichiometric[(metal: 2(K+
Asn -
): (SMX)]of 1:2:1. of molar ratios with M(II) ions, Were
M(II)=Mn(II),Co(II),Ni(II),Cu(II),Zn(II),Cd(II)andHg(II).Wereused as chlorides and obtained in fairly good yield
(Scheme-2).The physical properties of the complexes are shown in (Table 1).
Color Determination:
Color of the metal complexes were determined by the visual observation. All the complexes are colored, non-
hygroscopic.

4. Taghreed H. Al-Noor et al J. Chem. Pharm. Res., 2014, 6(5):1286-1294
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1289
Melting Point and Solubility :
The complexes are thermally stable and decomposed at high temperature on heating.These are insoluble in water or
most of the organic solvents like methanol, benzene and carbon tetrachloride , DMF but soluble in DMSO.
Molar conductance:
Molar conductance's (Λm) of 10-3
solutions of the complexes in DMSO lie in very low range (1-11.4) Ω-1
cm2
mol-
1
supporting their non-electrolytic behavior. [11]
Metal Analysis (AAS) and chloride ion content [12]:
Atomic Absorption Spectroscopy (AAS) analysis of the complexes was carried out by direct method which gave
total metal content. The experimental percentage of metal in the complexes was obtained from the AAS data using
the following formula:
The calculated and experimental values of metal percentage in each complex are in fair agreement. These results are
very supportive of the proposed formulae of the complexes (Table1).
The atomicabsorption measurements (Table-1) and chloride ion content( Cl % =Nill) for all complexes gave
approximated values for theoretical values. In conclusion, our investigation this suggest that the ligands L-Aspargine
and Sulfamethoxazole(antibiotic)coordinate with M (II) forming octahedral geometry.
Fourier-transform infrared spectra and mode of coordination :
The important infrared frequencies exhibited by the ligands ( AsnH) and ) (SMX) and their mixed ligand complexes
are given in the Tables( 2,3and 4).
The relevant vibration bands of the free ligands and the complexes are in the region 4000–400 cm−1
[8-15]. The most
important infrared spectral bands that provide conclusive structural evidence for the coordination of the ligands to
the central metal ions .
As regards the chelation of amino acids, the IR spectra exhibited significant features in υNH2, υCOO– regions. It is
worth while mentioning here that the free amino acids exist as zwitterions (NH3
+
Asn H. COO–
) and the IR spectra of
these cannot be compared entirely with those of metal complexes as amino acids in metal complexes do not exist as
zwitterions.[10-12] see Scheme (3) .
NH2
CHC
H2
C
OH
O C NH2
O
NH3+
CHC
H2
C
O -
O C NH2
O
Scheme (3): zwitterions of L-Aspargine
In the ligand spectra the υ(N-H) stretching vibration appears at 3115cm-1
is shifted at 3244 cm-1
, 3196 cm-1
,
3182cm-1
, 3184cm-1
, 3188cm-1,
3190cm-1
and 3191 cm-1
( in the Mn (II), Co(II), Ni(II), Cu(II), Zn(II) , Cd(II) , and
Hg(II) respectively, spectra proving the involvement of the –NH2- group in the complex formation [13-14].Table
(2), displays the (FT-IR) spectrum for the ( Asn H)exhibited a band around υ(3452) cm-1
that corresponds to the
stretching vibration of υ(N-H) + υ (O-H), while another strong absorption band at υ (3115)cm-1
is due to the υ(N-
H2)sym while the bands at (1557) cm-1
and (1431) cm-1
were assigned to the υ(-COO)asy and υ(-COO)sym
respectively. υ∆ (-COO)asy-sym=126 cm-1
. [8-13].
A general tendency in the relationship between υ (COO_
) (the difference between the wavenumbers of the
asymmetric(υasym) and the symmetric (υsym) stretches of carboxylate group from the FT-IR spectra) and the types
of coordination ofthe (COO-
) group to metal ions by examining the structures.[13-14].
In case of (SMX) molecule the υ δ (N–H) vibrations of –NH2(aromatic sec. amine) occur at (3468 and 3378) cm−1
for free (SMX) due to υas (NH2) and υs (NH2), respectively. The hypochromic effect (decreasing in the intensity
ofυ (NH) vibrations in case of mixed ligand complexes rather than (SMX) alone as well as the blue shifted in the

5. Taghreed H. Al-Noor et al J. Chem. Pharm. Res., 2014, 6(5):1286-1294
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1290
wave numbers from 3299 cm-1
to range (3149 cm-1
) (mixed complex). [8,12, 13] Such these changes clearly
indicate that the lone pair of electron of NH2and in sulfamethoxazole donor is participated in the complexation
process with metals. acting as bidentate ligand. [8] .Some new bands of weak intensity observed in the regions
around (513-663 ) cm-1
and (437-574 ) cm-1
may be ascribed to M-N and M-O vibrations, respectively [15-16].It
may be noted that, these vibrational bands are absent in the spectra of the ligands.
Electronic spectra and Magnetic moment:
The electronic spectral studies of Mixed Ligand Complexes of Mn(II) , Co(II) , Ni(II), Cu(II) ,Zn(II) , Cd (II) and
Hg (II) with (AsnH) and (SMX) were carried out in DMSO solution.The values of band positions (nm) and molar
absorptivity's (εmaxL cm-1
mol-1
) with the magnetic moment values for complexes are listed in Table 5 were
calculated from the measured magnetic susceptibilities after employing diamagnetic corrections. And together with
the proposed assignments and suggested geometries.The results obtained are in good agreement with other spectra
and the literatures. [17-24]
[Mn(SMX)(Asn)2]
The (U.V- Vis) spectrum, exhibits two peaks , the first weak peak at (536 nm) (18656 cm-1
)( εmax =64 molar-1
.cm-1
),
which assigned tod-d transitions (6A1g(S) →4T2g(G)) , while the second high intense peak with shoulder at(260
nm)(36630cm-1
)( εmax=1492molar-1
.cm-1
)is due to the (C.T) and µeff = 6.191B.M, which suggests a high spin
octahedral geometry around the central metal ion,[ 17].
[Co(SMX)(Asn)2]
The (U.V- Vis) spectrum, exhibits five peaks , the first three weak peaks are typical of Co(II) ground state . The
assignment of the electronic spectral bands, their positions, and the spectral parameters for Co(II) 4T1g(F)
→4T2g(F) υ1= (895 n nm) 11173 cm-1
, ( εmax =86molar-1
.cm-1
), 4T1g(F) →4A2g, υ2= (868nm) 11520 cm-1
, ( εmax
=74 molar-1
.cm-1
), , 3A2g(F) →4T1g ,υ3= (534 nm) 18726 cm-1
, ( εmax =68 molar-1.cm-1
), υ2/ υ1 =1.03, υ1/ υ2 =
0.96,, υ3/ υ2 =1.62,
In this case first transition equal splitting energy ∆o(10 Dq)= 11520cm-1
,LFSE=24.86 kcol.mol-1
,B=971 ,and
thefourthpeak (350 nm)(38610 cm-1
)( εmax =95 molar-1
.cm-1
) and fifthintense maxima peak at(259 nm)( 28571 cm-
1
)( εmax =987 molar-1
.cm-1
) due to (C.T) intra ligand transitions of the organic moiety. The room temperature
magnetic moment (µeff= 4.952.BM) which lie in range (4.82-5.5)BM corresponded to a high spin octahedral
geometry. [19,20]
[Ni(SMX)(Asn)2]
The (U.V- Vis) spectrum, exhibits four peaks , the firstweak peaks at (860 nm)(11627 cm-1
)(εmax =45 molar-1
.cm-1
)
which assigned to3
A2g(F)
→3
T1g(f)
(ν1) (d–d), while the second and thirdpeaks , (584 m)( 18248cm-1
)(εmax =41
molar-1
.cm-1
), which assigned to3
A2g(F) → 3
T1g(F) (ν2) (d–d), and (355 nm)( 28196 cm-1
)(εmax =75 molar-1
.cm-1
),
which assigned to 3
A2g(F)
→3
T1g(p)
(ν3)(d–d), respectively and high peak at (290nm)( 34482 cm-1
)( εmax =1241
molar-1
.cm-1
) is due to the(C.T)transition. the complex exhibited a value of µ eff = 2.262B.M, which suggests a high
spin 11627cm-1, LFSE=26.17 kcol.mol-1, B=1040cm-1, The υ2/ υ1 ratio is 1.56, which is in the usual range
reportedoctahedral geometry around the central metal ion.[19,20]
The spectral parameters of the Ni(II)complex are as follows [21] :υ1/ υ2ratio is 0.637, Dq = for an octahedral Ni(II)
complexes [12-22].
[Cu(SMX)(Asn)2]
The (U.V- Vis) spectrum, exhibits two peaks , the first weak peaks at (644nm)( 15527 cm-1
) ( εmax =104 molar-1
.cm-
1
),mainly due to (2
Eg→2
T2g), transition suggesting the distorted octahedral geometry [16,].while the second high
broad peak at (262 nm)( 38167 cm-1
)( εmax =1206 molar-1
.cm-1
) may be due to ligand to metal charge transfer
(LMCT) which is a characteristic of copper(II) complexes with amines.[23-24]Cu(II) complex exhibited a value of
µeff=1.638µB, [2,21,25] .The observed magnetic moments of Cu(II) lie in the range 1.80- 1.87 BM showing one
unpaired electron with paramagnetic nature and suggested a high spin distorted octahedral geometry in teems of
Jahn-Teller effect.[ 19-21]
[Zn(SMX)(Asn)2], [Cd (SMX)(Asn)2]and [Hg (SMX)(Asn)2]
The Zn(II),Cd(II) and Hg(II) complexes did not display any peak in the visible region, no ligandfield absorptions
band was observed, therefore the bands appeared in the spectra of three complexes could be attributed to charge
transfer transition. in fact this result is a good agreement with previous work of octahedral geometry and magnetic
susceptibility measurements for Zn(II),Cd(II) and Hg(II) (d10
)(white complexes) showed diamagnetic as expected
from their electronic configuration . [15,16].

6. Taghreed H. Al-Noor et al J. Chem. Pharm. Res., 2014, 6(5):1286-1294
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Antibacterial Activity of Metal Complexes, L-Aspargine and Commercial Drug Sulfamethoxazole(antibiotic)
Table 5 reveal that the synthesized compounds were potent as bacteriostatic agents. The synthesized metal
complexes were screened for their antimicrobial activity by well plate method in nutrient agar .The plates were
incubated in incubator at 37°C for 24 hours. In order to enure that solvent had no effect on bacteria, a control test
was performed with DMSO and found inactive in culture medium. Antibacterial activities were evaluated by
measuring inhibition zone diameters. (IZ)and compared with the standard DMSO (as control).[24-26].The zones of
inhibition was formed by these complexes was recorded in mm by scale figure -2-complexes have been tested for
their antibacterial activity 38, against E. coli, staphylococcus, Psedomonas and S. aureus and Acineto. The
comparison of the biological activities of the synthesized complexes and known antibiotic shown the following
results:
1-The prepared [Hg (SMX)(ASN)2] complexes show positive effect towards four organisms have exhibited very
good activity with the zone of inhibition 25-30 mm and the complexes also show higher activity than the ligand.
[24-25].
2-The prepared [Mn (SMX)(ASN)2] complex show negative towards 3- organisms except Acineto
3- The prepared [Cu(SMX)(ASN)2] complex shows weakly active with the zone of inhibition 12 mm. [26-27].
4-The prepared [Cd(SMX)(ASN)2] and [Co (SMX)(ASN)2] and [Mn(SMX)(ASN)2] complexes show negative
towards E-coli.
5-The rate of inhibition diameter was varied according to the variation in the complexes ,ligands type and Bacterial
type.[27].The antibacterial activity is found to be in the order;
Acineto>staphylococcus>Pseudomonas> E-coli
Ligand (Drug)SMX>Ligand(amino acid)ASN
Table 1 : Analytical and some physical data of the complexes
a
Calculated values in parentheses
Ligand / Complex,
Molecular Formula
Color
Yield
%
M.P /
decomp. Temp. °C
M%
Theory
(exp)
Λm
Ω-1
.Cm2
.mole-1
[Mn(SMX) (Asn)2]
C18H25MnN7O9S
light-Brown 70 217 -220
9.63
(8.22)
2.2
[Co(SMX)( Asn)2]
C18H25CoN7O9S
Red- brown 65 230 D
10.26
(8.28)
9.3
[Ni(SMX)( Asn)2]
C18H25NiN7O9S
Green 72 245D
10.23
(9.21)
5.2
[Cu(SMX)( Asn)2]
C18H25CuN7O9S
Blue 81 269D
10.97
(9.31)
1
[Zn(SMX)( Asn)2]
C18H25ZnN7O9S
White 73 201D
11.26
(10.33)
11.4
[Cd(SMX)( Asn 2]
C18H25CdN7O9S
White 78 289D
17.91
(16.11)
5.9
[Hg(SMX)( Asn)2]
C18H25HgN7O9S
White 90 315D
28.03
(26.63)
2.7
Table 2-FT-R spectral data of the L-Aspargine
υ∆
(-COO)asy-sym
υ(-COO)sym
υ
(-COO)asy
υ(C–C)
υ (C–H) +
; CH3
υ(N-H2)sym
υ(N-H)+
υ (O-H)
1261431vs1557vs1359vs2966s,2949s3115s
3452vs
3452vs
Table 3-FT-R spectral data of Sulfamethoxazole
CNC
deformation
υ
(C–
H)
bend
δrock;
NH
υ
(C-
S)
υ
(S-
N)
υ(SO2)
sy
υ
(C–
O)
υ
(C–
N)
υ
SO2asy
υ C–H
deformation
υδof
(N–H)
Ring
breathing
band
υ(C=C)
υ
(C–
H) +
CH3
υ
(C–H);
aromatic
υas
(N–H);
–υs
NH2
& –
NH
547s
927
ms
831
vs
987w
1157vs
1143s
1091s
1266
ms
1309s1365s
1504s
1469s
1597vs1622vs
2929
w,
2858
w
3378 vs,
, 3143 s
υas
3468 s
υs
3300vs

7. Taghreed H. Al-Noor et al J. Chem. Pharm. Res., 2014, 6(5):1286-1294
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Table 4-FT-R spectral data of mixed ligand complexes
M-OM-N
υ(SO2)
sy
υ(C–
N)
υ
(-
COO)sym
υ
(-
COO)asy
υ(SO2)
asy
υ C–H
deformation
υδdef
h(N–H)
Ring
breathing
bands
Stretch
grouping
of
υ(C=C)
υ (C–
H) +
; CH3
υ (C–H);
aromaticy
υas
(N–H);
υs
NH2
& –
NH
No.
437
457
513
544
1180
1159
1026
130713011415s1367s14561550 vs1680w
2960 s,
2920m
3317
3244
3437m
3244s
1
Mn
459
663
582
1170
1134
1095m
1303m1303m1462m1338w1516m1550 s1651vs
2933w
-
3408s
3196s
2
Co
507
493w
603m
584m
1170
1149
1062m
1313w13459s1475s1359s1527mw1593vs1656vs
2953vs
2929s
3348
3273
3385vs
3182s
3
Ni
526
451w
605
586
1170vs
1132vs
1099m
1309s
1361s
1411s1361vs
1587vs
1441s
1633vs
1689
vs
2928m
,2362m
3333vs
3295vs
3387vs
3184vs
4
Cu
574
455
642
586
1155m
1116vs
1078vs
1317m1354vs1415vs
1383
Vs
1585vs
1550
1624s1658
2964m
,2933m
2870w
3364vs
3271v
3363vs
3188
5
Zn
528
462
642w
611m
1151m
1126s
1091m
1315m1388s
1550
s
1388
Vs
1591vs
1591vs1660vs
2956w3265s
3236
3400vs
3190
6
Cd
528
503
657
547
1168m
1136vs
1087vs
1307
1363
m
1473s
1433
1599vs
1531vs1631
2929m
3373
3242s
3470s
3149s
7
Hg
Table 5- Electronic Spectral data in DMSO, magnetic moment, of the studied compounds
Comp. λnm ABS υ′ ( cm-1
) Assignments µeff B.M
C6H13NO2 (Asn ) 297 1. 934 33670 n→π* -
SMX 275 0.086 36363 π→π* -
[Mn(SMX) (Asn)2]
536
260
0.064
1.492
18656
36630
6
A1g(S)
→4
T2g(G)
C.T
6.19
[Co(SMX) (Asn)2]
895
868
534
350
259
0.086
0.074
0.068
0.095
0.987
11173
11520
18726
28571
38610
4
T1g→4
T1g(f)
4
T1g→4
A2g(f)
4
T1g→T1g(p)
C.T
C.T
4.95
[Ni(SMX) (Asn)2]
860
584
355
290
0.045
0.041
0.075
1.241
11627
18248
28196
34482
3
A2g(F)
→3
T1g(f)
3
A2g(F)
→3
T2g(f)
3
A2g(F)
→3
T1g(p)
C.T
2.26
[Cu(SMX) (Asn)2]
644
262
0.104
1.206
15527
38167
2
Eg →2
T2g
C.T
1.63
[Zn(SMX)(Asn)2] 294 1.297 34013 C.T Diamagnetic
[Cd(SMX) (Asn)2] 265 1.803 37735 C.T Diamagnetic
[Hg(SMX) (Asn)2] 272 2.195 36764 C.T Diamagnetic
Table6. Antimicrobial activity data of the ligands (SMX) , (Asn H) and their mixed ligand complexes. (Zone of inhibition (mm)
Comp. E-coli. staphylococcus Pseudomonas Acineto
(SMX) 0 40 27 45
(ASN) 0 26 11 35
[Mn(SMX)(ASN)2] 0 0 0 12
[Co(SMX)(ASN)2] 0 25 30 25
[Ni(SMX)(ASN)2] 13 18 16 19
[Cu(SMX)(ASN)2] 11 12 15 15
[Zn(SMX)(ASN)2] 12 18 11 23
[Cd(SMX)(ASN)2] 0 25 10 17
[Hg(SMX)(ASN)2] 25 30 25 33

8. Taghreed H. Al-Noor et al J. Chem. Pharm. Res., 2014, 6(5):1286-1294
___________________________________________________________________________
1293
Figure. 3 Chart of biological effects of some of the studied compounds
CONCLUSION
We have successfully synthesized the mixed ligand complex of M (II)=Mn(II),Co(II),Ni(II),Cu(II),Zn(II),Cd(II)and
Hg(II) containing O-N donor ligands. The complex was also characterized by molar conductance, magnetic
susceptibility measurement and also by FT- IR, UV- visible spectroscopy. The UV–Vis and magnetic moment data
revealed an octahedral geometry around M(II),as proposed. (schem1).All the complexes are non-electrolyte.Based
on the reported data, it may be concluded that L-Aspargineand sulfamethoxazole,coordinate to metal ions as
bidentate ligand through oxygen atom of carboxylate group (COO-) and nitrogen atom of amine group (NH2 in L-
Asparginewhile In sulfamethoxazole, coordination of the metal ion occur through the oxygen of the sulphone group
and nitrogen of the amine group.The complexes are biologically active and exhibit enhanced antibacterial activities
as compared to their parent ligands, hence further study of these complexes could lead to interesting results.
Acknowledgement
The authors are thankful to university of Baghdad, IRAQ , for providing laboratory facilities.
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